1-(7-Methoxy-1,3-benzodioxol-5-yl)propan-2-amine [(±)-MMDA]

Page 1

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PubChem

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Bioactivities (15)

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Reactions (10)

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Substances (2)

Conditions

Targets (1)

Citations (3)

References

1

Synthesize Find similar 63%

With lithium aluminium tetrahydride in diethyl ether

2 h; Heating;

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Rx-ID: 11147011 Find similar reactions

Shaikh, Ajam C.; Wang, Yu-Yun; Chen, Chinpiao

Journal of Labelled Compounds and Radiopharmaceuticals, 2007 , vol. 50, # 7 p. 660 - 665 Title/Abstract Full Text View citing articles Show Details

2

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Rx-ID: 11409820


Find similar Multi-step reaction with 5 steps 1.1: n-BuLi / diethyl ether; hexane / -78 °C 1.2: diethyl ether; hexane / -78 - 20 °C 2.1: H2O2 / methanol; H2O / 0.25 h 2.2: 0.91 g / aq. HCl / 100 °C 3.1: 82 percent / K2CO3 / acetone / 5 h / Heating 4.1: 50 percent / acetic acid; ammonium acetate / 1.5 h / 100 °C 5.1: 63 percent / LiAlH4 / diethyl ether / 2 h / Heating View Scheme

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Shaikh, Ajam C.; Wang, Yu-Yun; Chen, Chinpiao

Journal of Labelled Compounds and Radiopharmaceuticals, 2007 , vol. 50, # 7 p. 660 - 665 Title/Abstract Full Text View citing articles Show Details

3

Synthesize Find similar Multi-step reaction with 4 steps 1.1: H2O2 / methanol; H2O / 0.25 h 1.2: 0.91 g / aq. HCl / 100 °C 2.1: 82 percent / K2CO3 / acetone / 5 h / Heating 3.1: 50 percent / acetic acid; ammonium acetate / 1.5 h / 100 °C 4.1: 63 percent / LiAlH4 / diethyl ether / 2 h / Heating View Scheme

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Rx-ID: 11409824 Find similar reactions

Shaikh, Ajam C.; Wang, Yu-Yun; Chen, Chinpiao

Journal of Labelled Compounds and Radiopharmaceuticals, 2007 , vol. 50, # 7 p. 660 - 665 Title/Abstract Full Text View citing articles Show Details

4

Synthesize Find similar Multi-step reaction with 2 steps 1: 50 percent / acetic acid; ammonium acetate / 1.5 h / 100 °C 2: 63 percent / LiAlH4 / diethyl ether / 2 h / Heating View Scheme

5

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Rx-ID: 11409825 Find similar reactions

Shaikh, Ajam C.; Wang, Yu-Yun; Chen, Chinpiao

Journal of Labelled Compounds and Radiopharmaceuticals, 2007 , vol. 50, # 7 p. 660 - 665 Title/Abstract Full Text View citing articles Show Details


Synthesize Find similar Multi-step reaction with 6 steps 1.1: toluene / 3.5 h / Heating 2.1: n-BuLi / diethyl ether; hexane / -78 °C 2.2: diethyl ether; hexane / -78 - 20 °C 3.1: H2O2 / methanol; H2O / 0.25 h 3.2: 0.91 g / aq. HCl / 100 °C 4.1: 82 percent / K2CO3 / acetone / 5 h / Heating 5.1: 50 percent / acetic acid; ammonium acetate / 1.5 h / 100 °C 6.1: 63 percent / LiAlH4 / diethyl ether / 2 h / Heating View Scheme

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Rx-ID: 11415629 Find similar reactions

Shaikh, Ajam C.; Wang, Yu-Yun; Chen, Chinpiao

Journal of Labelled Compounds and Radiopharmaceuticals, 2007 , vol. 50, # 7 p. 660 - 665 Title/Abstract Full Text View citing articles Show Details

6

Synthesize Find similar Multi-step reaction with 7 steps 1.1: 63 percent / K2CO3 / dimethylformamide / 3 h / 100 °C 2.1: toluene / 3.5 h / Heating 3.1: n-BuLi / diethyl ether; hexane / -78 °C 3.2: diethyl ether; hexane / -78 - 20 °C 4.1: H2O2 / methanol; H2O / 0.25 h 4.2: 0.91 g / aq. HCl / 100 °C 5.1: 82 percent / K2CO3 / acetone / 5 h / Heating 6.1: 50 percent / acetic acid; ammonium acetate / 1.5 h / 100 °C 7.1: 63 percent / LiAlH4 / diethyl ether / 2 h / Heating View Scheme

7

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Rx-ID: 11417808 Find similar reactions

Shaikh, Ajam C.; Wang, Yu-Yun; Chen, Chinpiao

Journal of Labelled Compounds and Radiopharmaceuticals, 2007 , vol. 50, # 7 p. 660 - 665 Title/Abstract Full Text View citing articles Show Details


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8

Multi-step reaction with 3 steps 1: 82 percent / K2CO3 / acetone / 5 h / Heating 2: 50 percent / acetic acid; ammonium acetate / 1.5 h / 100 °C 3: 63 percent / LiAlH4 / diethyl ether / 2 h / Heating View Scheme

Multi-step reaction with 8 steps 1.1: 53 percent / Br2; acetic acid / 1.5 h / 30 °C 2.1: 63 percent / K2CO3 / dimethylformamide / 3 h / 100 °C 3.1: toluene / 3.5 h / Heating 4.1: n-BuLi / diethyl ether; hexane / -78 °C 4.2: diethyl ether; hexane / -78 - 20 °C 5.1: H2O2 / methanol; H2O / 0.25 h 5.2: 0.91 g / aq. HCl / 100 °C 6.1: 82 percent / K2CO3 / acetone / 5 h / Heating 7.1: 50 percent / acetic acid; ammonium acetate / 1.5 h / 100 °C 8.1: 63 percent / LiAlH4 / diethyl ether / 2 h / Heating View Scheme

Shaikh, Ajam C.; Wang, Yu-Yun; Chen, Chinpiao

Journal of Labelled Compounds and Radiopharmaceuticals, 2007 , vol. 50, # 7 p. 660 - 665 Title/Abstract Full Text View citing articles Show Details

Synthesize Find similar

Rx-ID: 11430893 Find similar reactions

Shaikh, Ajam C.; Wang, Yu-Yun; Chen, Chinpiao

Journal of Labelled Compounds and Radiopharmaceuticals, 2007 , vol. 50, # 7 p. 660 - 665 Title/Abstract Full Text View citing articles Show Details

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Rx-ID: 11424897 Find similar reactions

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9

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95%

With lithium aluminium tetrahydride in diethyl ether; toluene

4 h; Heating / reflux; Hide Experimental Procedure

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Rx-ID: 23506695 Find similar reactions

DADE BEHRING INC.

Patent: WO2005/61482 A1, 2005 ; Location in patent: Page/Page column 55 ; Title/Abstract Full Text Show Details

Preparation of compound (4); To a solution of LiAIH4 (2 g, 52.7 mmol) in diethyl ether (40 ml) was added slowly a solution of 2 (2.25g, 9.49 mmol) in diethyl ether (20 ml) and toluene (20 ml). The reaction mixture was refluxed under nitrogen for 4 hours and allowed to cool to room temperature. The excess of LiAIH4 was carefully destroyed at-20 °C by adding water (20 ml) slowly. The residue was filtered and washed with ethyl acetate (3 x 50 ml). The aqueous phase was separated. The combined organic phase was dried over Na2SO4, filtered and concentrated to give the crude intermediate compound (3) (1.89 g, 95percent) for next reaction.


10

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Rx-ID: 6425280 Find similar reactions

Nitropropenyl-Verb., LiAlH4;

Shulgin

Experientia, 1964 , vol. 20, # 7 p. 366 - 367 Title/Abstract Full Text View citing articles Show Details

entspr. Nitropropenyl-Verb., LiAlH4;

Shulgin

Experientia, 1964 , vol. 20, # 7 p. 366 - 367 Title/Abstract Full Text View citing articles Show Details


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